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Safety Information

L0521

Sigma-Aldrich

Lipoxin A4

ethanol solution

Synonym(s):

(5S,6R,15S)-Trihydroxy-(7E,9E,11Z,13E)-Eicosatetraenoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
89663-86-5
Molecular Weight:
352.47
EC Number:
200-578-6
MDL number:
MFCD00065845
UNSPSC Code:
12352211
PubChem Substance ID:
24896257
NACRES:
NA.77

form

ethanol solution

Quality Level

200

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCC[C@H](O)\C=C\C=C/C=C/C=C/[C@@H](O)[C@@H](O)CCCC(O)=O

InChI

1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1

InChI key

IXAQOQZEOGMIQS-SSQFXEBMSA-N

Biochem/physiol Actions

Lipoxin A4 (LXA4) is synthesized from arachidonic acid and is an endogenous lipoxygenase-derived eicosanoid mediator. It is a potent human protein kinase C activator. It inhibits cytotoxicity of natural killer cells. LXA4 regulates the immune system and inflammation. In the brain, it modulates neuronal signaling and slow wave sleep. LXA4 binds to cannabinoid receptors. LXA4 plays a key role in the maintenance of endometrium and reproductive function. Depletion of LXA4 contributes to the pathophysiology of cystic fibrosis (CF).

Packaging

Packaged under argon.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

55.4 °F

Flash Point(C)

13 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Alcohols
Hazardous rank II

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

L0521-10UG:
L0521-VAR:
L0521-25UG-PW:
L0521-BULK:
L0521-50UG:
L0521-25UG:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCQ7104
SLCN6184
SLBT7048
SLBS9136
SLBR3625V

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The role of lipoxin A 4 in endometrial biology and endometriosis.
Canny GO and Lessey BA
Mucosal Immunology, 6(3), 439-439 (2013)
Stephanie G Dakin et al.
Scientific reports, 7(1), 11009-11009 (2017-09-10)
The mechanisms underpinning the failure of inflammation to resolve in diseased musculoskeletal soft tissues are unknown. Herein, we studied bioactive lipid mediator (LM) profiles of tendon-derived stromal cells isolated from healthy donors and patients with chronic tendinopathy. Interleukin(IL)-1β treatment markedly
Anti-inflammatory lipoxin A4 is an endogenous allosteric enhancer of CB1 cannabinoid receptor.
Pamplona FA, et al.
Proceedings of the National Academy of Sciences of the USA, 109(51), 21134-21139 (2012)
Physiological impact of abnormal lipoxin A4 production on cystic fibrosis airway epithelium and therapeutic potential.
Higgins G, et al.
BioMed Research International, 2015(3), 439-439 (2015)
Romain A Colas et al.
Infection and immunity, 86(4) (2018-01-24)
Trypanosoma cruzi is a protozoan parasite that causes Chagas disease (CD). CD is a persistent, lifelong infection affecting many organs, most notably the heart, where it may result in acute myocarditis and chronic cardiomyopathy. The pathological features include myocardial inflammation
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